Compound ID | 2549

Diazoquinomycin H

Class: DNA synthesis inhibitor

Spectrum of activity: Gram-positive
Details of activity: Active against Mycobacterium tuberculosis and non-tuberculous Mycobacterium, methicillin-susceptible Staphylococcus aureus, Enterococcus faecalis, and Enterococcus faecium
Description: Natural product from Streptomyces sp. OM-704; no cytotoxicity against Vero cells at 28 uM vs 0.04-0.1 ug/ml MIC
Year first mentioned: 1982
Development status: Inactive
Reason Dropped: Poor aqueous solubility
Chemical structure(s):
Canonical SMILES: CC(C)CCCCCCC1=CC(=O)NC2=C1C(=O)C3=C(C2=O)NC(=O)C=C3C
Isomeric SMILES: CC1=CC(=O)NC2=C1C(=O)C3=C(C2=O)NC(=O)C=C3CCCCCCC(C)C
InChI: InChI=1S/C22H26N2O4/c1-12(2)8-6-4-5-7-9-14-11-16(26)24-20-18(14)21(27)17-13(3)10-15(25)23-19(17)22(20)28/h10-12H,4-9H2,1-3H3,(H,23,25)(H,24,26)
InChI Key: ZMMKQTMMGUIIJM-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/134815171
External links:
Main Source: https://pubs.acs.org/doi/10.1021/acsinfecdis.5b00005
Citation: https://pubmed.ncbi.nlm.nih.gov/3840154/

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